Efficient convergent access to spiroketal segment of (+)-spiroxaline methyl ether

TitleEfficient convergent access to spiroketal segment of (+)-spiroxaline methyl ether
Publication TypeJournal Article
Year of Publication2011
AuthorsSingh, M, Argade, NP
JournalSynthesis-Stuttgart
Volume2
Issue1
Pagination1137-1141
Date PublishedAPR
ISSN0039-7881
Keywords(+)-spiroketal segment synthesis, (R)-gamma-valerolactone, (R)-oxirane, alkyne, nucleophilic reactions
Abstract

Starting from trimethylsilylacetylene, a facile synthesis of optically pure spiroketal unit of (+)-spiroxaline methyl ether has been described. The synthesis entails stepwise alkylation and acylation of an alkyne with two different readily available chiral building blocks followed by the reductive in situ regio- and stereoselective spiroketalization pathway.

DOI10.1055/s-0030-1258456
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.466
Divison category: 
Organic Chemistry